Diisopropylethylamine → 5-fluoro-N4-(3-methylaminocarbonyl-4-methoxyphenyl)-N2-methyl-2,4-pyrimidinediamine

HRID 71630

반응식

HRID 71630 반응식
Cl[C:2]1[N:7]=[C:6]([NH:8][C:9]2[CH:14]=[CH:13][C:12]([O:15][CH3:16])=[C:11]([C:17]([O:19]C)=O)[CH:10]=2)[C:5]([F:21])=[CH:4][N:3]=1.Cl.[CH3:23][NH2:24].C([N:28]([CH:31](C)C)CC)(C)C>CO.O>[F:21][C:5]1[C:6]([NH:8][C:9]2[CH:14]=[CH:13][C:12]([O:15][CH3:16])=[C:11]([C:17]([NH:28][CH3:31])=[O:19])[CH:10]=2)=[N:7][C:2]([NH:24][CH3:23])=[N:3][CH:4]=1

참가 물질

6

반응물 3

HCID 81531DiisopropylethylamineHCID 6364545Methylamine hydrochlorideHCID 220608022-chloro-5-fluoro-N4-(3-methyloxycarbonyl-4-methoxyphenyl)-4-pyrimidineamine

생성물 1

HCID 220604705-fluoro-N4-(3-methylaminocarbonyl-4-methoxyphenyl)-N2-methyl-2,4-pyrimidinediamine

시약·촉매·용매 2

HCID 887Methanol용매HCID 962Water용매

반응 조건

온도
100 °C

실험 절차

A mixture of 2-chloro-5-fluoro-N4-(3-methyloxycarbonyl-4-methoxyphenyl)-4-pyrimidineamine (0.15 g, 0.4 mmol), methylamine hydrochloride (0.324 g, 48 mmol) and diisopropylethylamine (0.84 mL, 48 mmol) in MeOH (2 mL) was heated in a sealed tube at 100° C. for 24 h (followed by TLC). The reaction was cooled to room temperature and diluted with H2O (20 mL). The solid was filtered, washed with H2O and dried to obtain 5-fluoro-N4-(3-methylaminocarbonyl-4-methoxyphenyl)-N2-methyl-2,4-pyrimidinediamine R940304. 1H NMR (DMSO-d6): δ 10.65 (1H, s), 8.48 (1H, s), 8.29 (2H, m), 7.93 (1H, m), 7.28 (1H, d, J=9 Hz), 4.00 (3H, s), 2.94 (3H, s), 2.90 (3H, d, J=4.5 Hz); purity: 90%; MS (m/e): 306 (MH+);

후처리

  1. temperatureThe reaction was cooled to room temperature
  2. filtrationThe solid was filtered
  3. washwashed with H2O
  4. customdried

출처 및 근거

ORD 기록
ord-171498f7773c4140b50e4c9250690faa
출처 데이터셋
uspto-grants-2014_09
특허 번호
US08822685B2

연결된 노트

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